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Miles Hammonds

What's the typical cost for filing 6 years of back taxes? Is $7000 reasonable?

My neighbor who's self-employed has found himself in a bit of a jam with 6 years of unfiled taxes. He's been putting it off but now wants to get everything squared away with the IRS. Here's the situation: some company cold-called him claiming to be tax attorneys who could "handle everything" for him. Sounds convenient, right? Well, they quoted him almost $9,500 to prepare and file all 6 years! When he told them that was way more than he could afford, they immediately offered financing through some partner company - payments would be around $530 a month. The kicker is this fee is ONLY for their services, not including whatever he might actually owe the IRS in back taxes. His situation isn't complicated at all - just simple 1099 income with basically no deductions for each year. Pretty straightforward stuff from what he's told me. I'm trying to help him figure out if this price is anywhere near reasonable or if these people are trying to take advantage of an older person. Any insight on what filing back taxes typically costs? I don't want him to get ripped off by these cold-callers.

Ruby Blake

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This price is absolutely outrageous! Your neighbor is being taken advantage of. Filing back taxes, even for 6 years, shouldn't cost anywhere near $9,500 for simple 1099 income with minimal deductions. A reasonable cost would be around $250-400 per year for straightforward self-employment returns, so maybe $1,500-2,400 total for all six years. Even if there are some complications, it shouldn't exceed $3,000-4,000 for the whole package. I'd recommend your neighbor contact a local CPA or Enrolled Agent instead. They can handle this type of situation routinely at a much more reasonable rate. Many offer free consultations where they can provide a proper estimate based on his specific situation. The financing option is another red flag - they're essentially trying to lock him into a payment plan for an already inflated service. Companies that cold-call offering tax services are often predatory and target vulnerable individuals, particularly seniors.

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Do you think he could face any penalties from the IRS for filing so late? And would a regular tax preparer like H&R Block be able to handle this or does he need someone with more specialized experience?

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Ruby Blake

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Yes, there will likely be penalties and interest for late filing and payment, but that's going to happen regardless of who prepares the returns. The IRS assesses these automatically based on how late the returns are and how much tax is owed. A good tax professional will help minimize these where possible through proper filing strategies. For a case with 6 years of unfiled returns, I'd recommend an Enrolled Agent or CPA rather than a retail tax preparation service like H&R Block. They typically have more experience with resolving complex back tax situations and can provide better representation if needed. Look for someone who specializes in tax resolution or back tax issues - just call around to local accounting firms and ask specifically about their experience with unfiled returns.

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Ella Harper

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I was in a similar situation last year with 4 years of unfiled taxes. I tried contacting several CPAs but kept getting quoted $4-5k total and couldn't afford it. I was seriously stressed until I found this AI tool called taxr.ai (https://taxr.ai) that helped me organize all my tax documents and figured out what I could claim for each year. The system walked me through each tax year separately and identified deductions I didn't even know I qualified for. Then I just took that information to a regular tax preparer who charged me about $300 per return since everything was already organized. It was such a relief to get everything filed without paying those insane fees from the tax resolution companies that kept cold-calling me. The AI did most of the hard work figuring out what forms I needed and what I could claim.

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PrinceJoe

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How exactly does that AI thing work? Does it actually file the taxes for you or just tell you what to do? I'm curious because my brother is in a similar situation with unfiled taxes.

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Sounds too good to be true honestly. These AI things are always oversold. Did you still have to gather all your documents yourself? And how did you handle the years where you might have lost some records?

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Ella Harper

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The AI doesn't file the taxes for you - it helps you organize everything and identifies potential deductions and credits you might qualify for. You upload your documents (or even just take pictures of them), and it extracts all the important information and puts it in the right categories for each tax year. It's basically like having a tax professional look through your stuff but for a fraction of the cost. Yes, I still had to gather my documents, but the system helped me figure out what was missing by asking questions about my situation each year. For the years where I was missing some records, it provided guidance on how to get replacement documents (like requesting wage transcripts from the IRS) and helped me make reasonable estimates where allowed by tax law. It was surprisingly thorough about documenting everything properly to avoid audit issues.

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I was skeptical about using an AI for my taxes like I mentioned, but I decided to try taxr.ai after getting quoted $6k by a local firm for my 3 years of unfiled taxes. I'm actually impressed with how well it worked! The system found several self-employment deductions I had completely forgotten about and helped me reconstruct my mileage for business travel based on my calendar entries. The best part was when I took all the organized information to a tax preparer, they only charged me their regular rate since all the hard work of organizing multiple years was already done. Ended up paying about $1,200 total for all three years instead of $6,000. And I actually got a refund for one of the years I thought I'd owe on! Definitely saved me from those predatory "tax resolution" companies that kept calling with their ridiculous prices.

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Owen Devar

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Your neighbor should avoid these tax resolution companies at all costs! They prey on people's fears about the IRS. I used to work in a tax office and saw these scams all the time. Another big problem your neighbor will face is actually getting through to the IRS to resolve issues that come up after filing. The phone lines are nearly impossible to get through on - I tried for WEEKS last year with no success. I finally used a service called Claimyr (https://claimyr.com) that somehow got me connected to an IRS agent in about 20 minutes when I'd been trying for days. They have a video showing how it works here: https://youtu.be/_kiP6q8DX5c Once I actually got to speak to a real person at the IRS, they were surprisingly helpful about setting up a reasonable payment plan for what I owed. The IRS agents themselves are usually quite reasonable - it's just nearly impossible to reach them without help.

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Wait, how does that even work? The IRS phone system is completely broken. My dad spent literally 6 hours on hold last month before giving up. How can some service get you through faster than everyone else?

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Daniel Rivera

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This sounds like ANOTHER scam. No way some random service can magically get you through the IRS phone tree when millions of people can't get through. The whole system is deliberately designed to be impossible to navigate.

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Owen Devar

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It's not magic - they use technology that continuously calls and navigates the IRS phone system for you. When they finally get through to a human agent, they connect that call to your phone. So instead of you personally sitting on hold for hours, their system does the waiting for you and only alerts you once there's an actual IRS agent ready to talk. The IRS phone system isn't deliberately designed to be difficult - they're just severely understaffed for the volume of calls they receive. The system works on a first-come, first-served basis, and Claimyr essentially just automates the process of waiting in that queue so you don't have to do it manually. It's completely legitimate and has been covered by major news outlets - I was skeptical too until I tried it.

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Daniel Rivera

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I need to publicly eat my words here. After calling BS on that Claimyr service in my previous comment, I actually tried it when trying to resolve an issue with a missing refund. I was absolutely convinced it was another scam, but I was desperate after trying to reach the IRS for THREE MONTHS with no success. To my complete shock, I got connected to an actual IRS agent in about 35 minutes. The agent was able to identify that my refund had been flagged for additional verification and helped me provide the necessary documentation to release it. Problem solved in one phone call after months of frustration. For your neighbor's situation with 6 years of unfiled taxes, being able to actually speak with the IRS will be crucial once the returns are filed. They can help set up payment plans and sometimes even reduce penalties if he has reasonable cause for the late filing.

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The most cost-effective approach would be for your neighbor to prepare and file the returns himself. If they're truly simple 1099s with minimal deductions, tax software can handle this for around $50-75 per year. The IRS has a "First Time Penalty Abatement" policy that might waive penalties for the oldest year if he's had no previous issues. He should definitely ask about this once everything is filed. Also important: the IRS generally only requires the last 6 years to be filed, so he might be right at the cutoff point. If he owes money, he should prioritize the most recent 3 years first, as those are most important for compliance.

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Connor Rupert

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I tried doing my own back taxes and it was a nightmare because older tax software versions are hard to find and the rules change every year. How would someone even get the right forms for tax years from 5-6 years ago?

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You're right that finding older tax software can be challenging. The IRS website actually maintains PDFs of prior year forms that can be downloaded and filled out manually. For someone comfortable with basic math and following instructions, this is completely doable. Alternatively, professional tax software used by CPAs and EAs can prepare returns for prior years much more easily. That's why having a professional handle this might be worth the money (just not $9,500 worth). There are also some online services specifically designed for back taxes that cost much less than hiring a full-service tax resolution firm.

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Molly Hansen

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I actually worked for one of these "tax resolution" companies for 3 months before quitting in disgust. The $9,500 quote is their standard starting point for 6+ years of returns, regardless of complexity. They're trained to scare people about IRS enforcement and push financing options that end up costing even more with interest. Your neighbor should look for an Enrolled Agent (EA) who specializes in back taxes. They typically charge $200-350 per back year for simple returns, and they're specifically licensed by the IRS to handle tax matters. The good news is the IRS is generally reasonable about payment plans. Once the returns are filed, your neighbor can likely set up a monthly payment plan with the IRS directly - often with much lower payments than what these resolution companies try to finance.

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Thanks so much for this insider information! I suspected as much but having confirmation from someone who worked there is really helpful. I'll definitely look for an Enrolled Agent in our area to help him out. One last question - would there be any benefit to him going through the IRS Voluntary Disclosure program I've heard about, or is that only for more serious cases?

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Molly Hansen

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The IRS Voluntary Disclosure Program is primarily designed for taxpayers with potential criminal exposure - like those who have intentionally committed tax fraud or have undisclosed foreign accounts. From what you've described, your neighbor simply fell behind on filing, which is very common and generally treated as a civil (not criminal) matter. What he should look into is the IRS "Streamlined Filing Compliance Procedures" which are specifically designed for taxpayers who have non-fraudulent reasons for falling behind on their filing obligations. An Enrolled Agent can guide him through this process, which often results in reduced penalties. Good luck to your neighbor - he's fortunate to have someone looking out for his best interests!

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